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  2. Enantioselective reduction of ketones - Wikipedia

    en.wikipedia.org/wiki/Enantioselective_reduction...

    Enantioselective ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined alcohols. [ 1 ] Carbonyl reduction, the net addition of H 2 across a carbon-oxygen double bond, is an important way to prepare alcohols.

  3. Lithium aluminium hydride - Wikipedia

    en.wikipedia.org/wiki/Lithium_aluminium_hydride

    Lithium aluminium hydride, commonly abbreviated to LAH, is an inorganic compound with the chemical formula Li[Al H 4] or LiAlH 4.It is a white solid, discovered by Finholt, Bond and Schlesinger in 1947. [4]

  4. Carbonyl reduction - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_reduction

    Since, aldehydes reduce more easily than ketones, they require milder reagents and milder conditions. At the other extreme, carboxylic acids, amides, and esters are poorly electrophilic and require strong reducing agents. [17] The idealized equation for the reduction of a ketone by sodium borohydride is: 4 RCOR' + NaBH 4 → NaB(OCHRR') 4

  5. Luche reduction - Wikipedia

    en.wikipedia.org/wiki/Luche_reduction

    The Luche reduction can be conducted chemoselectively toward ketone in the presence of aldehydes or towards α,β-unsaturated ketones in the presence of a non-conjugated ketone. [5] An enone forms an allylic alcohol in a 1,2-addition, and the competing conjugate 1,4-addition is suppressed.

  6. McMurry reaction - Wikipedia

    en.wikipedia.org/wiki/McMurry_reaction

    The McMurry reaction of benzophenone. The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent. The reaction is named after its co-discoverer, John E. McMurry.

  7. Protecting group - Wikipedia

    en.wikipedia.org/wiki/Protecting_group

    Ethylene glycol protects a ketone (as an acetal) during an ester reduction, vs. unprotected reduction to a diol. A protecting group or protective group is introduced into a molecule by chemical modification of a functional group to obtain chemoselectivity in a subsequent chemical reaction.

  8. Reductions with metal alkoxyaluminium hydrides - Wikipedia

    en.wikipedia.org/wiki/Reductions_with_metal_alk...

    Sodium borohydride and lithium aluminium hydride are commonly used for the reduction of organic compounds. [3] [4] These two reagents are on the extremes of reactivity—whereas lithium aluminium hydride reacts with nearly all reducible functional groups, sodium borohydride reacts with a much more limited range of functional groups.

  9. Nozaki–Hiyama–Kishi reaction - Wikipedia

    en.wikipedia.org/wiki/Nozaki–Hiyama–Kishi...

    The Nozaki–Hiyama–Kishi reaction is a nickel/chromium coupling reaction forming an alcohol from the reaction of an aldehyde with an allyl or vinyl halide. [1] In their original 1977 publication, Tamejiro Hiyama and Hitoshi Nozaki [2] reported on a chromium(II) salt solution prepared by reduction of chromic chloride by lithium aluminium hydride to which was added benzaldehyde and allyl ...